EP0848944A2 - Sunscreen composition comprising long, branched chain alkyl benzoates or hydroxybenzoates - Google Patents
Sunscreen composition comprising long, branched chain alkyl benzoates or hydroxybenzoates Download PDFInfo
- Publication number
- EP0848944A2 EP0848944A2 EP97309289A EP97309289A EP0848944A2 EP 0848944 A2 EP0848944 A2 EP 0848944A2 EP 97309289 A EP97309289 A EP 97309289A EP 97309289 A EP97309289 A EP 97309289A EP 0848944 A2 EP0848944 A2 EP 0848944A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- mixtures
- formula
- benzoate
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- OSWPMRLSEDHDFF-UHFFFAOYSA-N COC(c(cccc1)c1O)=O Chemical compound COC(c(cccc1)c1O)=O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 1
- 0 COC(c1ccccc1*)=O Chemical compound COC(c1ccccc1*)=O 0.000 description 1
- SNHMUERNLJLMHN-UHFFFAOYSA-N Ic1ccccc1 Chemical compound Ic1ccccc1 SNHMUERNLJLMHN-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/96—Esters of carbonic or haloformic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/88—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified carboxyl groups
Abstract
and n = 4, 6, 8 or mixtures; wherein m = 5, 7 or mixtures
and n = 4, 6 or mixtures.
Description
Therefore, a sunscreen composition should include both UV-A and UV-B filters to prevent most of the sunlight within the full range of about 280 nm to about 400 nm from damaging human skin.
- m = 5, 7 or mixtures
- and n = 4, 6 or mixtures.
- m = 5, 7 or mixtures
- and n = 4, 6 or mixtures.
- m = 5, 7 or mixtures
- and n = 4, 6 or mixtures.
Loading Formula For 2-Butyloctyl Hydroxybenzoate (preferred Formula (I) )Synthesis | |
REACTANTS | WEIGHT % |
Hydroxybenzoic Acid | 40.3 |
2-Butyloctanol (ISOFOL 12) | 59.7 |
M.S.A. (99.9%) | 0.2 |
Sodium Hypophosphite | 0.015 |
Loading Formula For 40% 2-Butyloctyl Benzoate/60% 2-Hexyldecyl Benzoate | |
REACTANTS | WEIGHT % |
Methylbenzoate | 40.8 |
2-Butyloctyl alcohol (ISOFOL 12) | 22.4 lbs. |
2-Hexyldecyl alcohol (ISOFOL 16) | 36.8 lbs. |
Catalyst Fascat 9102 | 0.03% |
Sodium Hypophosphite | 0.015% |
SORBAMOL | 1.5% |
Dicalite | 0.75% |
Appearance | Clear |
Acid Value | 0.01 |
Color, APHA | 30-40 |
Water, % | 0.03 |
Saponification Value | 175.7 |
Specific Gravity | 0.92 |
Refractive Index | 1.48 |
EXAMPLE 1 | ||||
Oil-in-water emulsion | ||||
PHASE | CHEMICAL NAME | TRADE NAME | % W/W | FUNCTION |
A | Octyl methoxycinnamate | Escalol 557 | 7.50 | UVB sunscreen |
A | Octyl salicylate | Dermoblock OS | 5.00 | UVB sunscreen |
A | Butyloctyl hydroxybenzoate | HallBrite™ BHB | 5.00 | Emollient, stabilizer/ solvent |
A | C12/C16 alkyl benzoate | HallStar™ AB | 5.00 | Emollient, stabilizer/ solvent |
A | Avobenzone | PARSOL 1789 | 3.00 | UVA sunscreen |
B | PVP/Eicosene copolymer | Ganex V-220 | 1.00 | Moisture barrier |
B | Dimethicone copolyol | Silwet L-7087 | 0.20 | Lubricant |
B | Silica | Aerosil R972 | 0.50 | Thixotrope |
B | Tocopheryl acetate | Vitamin E acetate | 0.10 | Vitamin |
C | Deionized water | Water | Q.S. | Solvent, carrier |
C | Disodium EDTA | Disodium EDTA | 0.05 | Chelator |
C | Butylene glycol | Butylene glycol | 2.00 | Humectant, solvent |
C | Phenoxyethanol() methylparaben() ethylparaben() propylparaben() butylparaben | Phenonip | 0.60 | Preservative |
C | Glycerin | Glycerin | 4.00 | Humectant |
D | Acrylates/C10-30 alkyl acrylates crosspolymer | Pemulen TR-1 | 0.25 | Emulsifier |
D | Carbomer | Carbopol Ultrez | 0.20 | Thickener, stabilizer |
D | Hydroxypropyl methocellulose | Primaflo MP3295A | 0.20 | Film former |
D | Polysorbate 80 | Tween 80 | 0.040 | Particle size reducer |
D | Panthenol (50%) | DL-Panthenol | 0.50 | Moisturizer, soothant |
E | Triethanolamine (99%) | Triethanolamine | Q.S. to pH 5.5 | Neutralizer |
EXAMPLE 2 | ||||
Oil-in-water emulsion | ||||
PHASE | CHEMICAL NAME | TRADE NAME | % W/W | FUNCTION |
A | Octyl methoxycinnamate | Escalol 5577 | 7.50 | UVB sunscreen |
A | Octyl salicylate | Dermoblock OS4 | 5.00 | UVB sunscreen |
A | Butyloctyl hydroxybenzoate | HallBrite™ BHB1* | 3.00 | Emollient, solvent |
A | C12/C16 alkyl benzoate | HallStar™ AB1* | 3.00 | Emollient, solvent |
A | Avobenzone | PARS OL 17893 | 1.00 | UVA sunscreen |
B | PVP/Eicosene copolymer | Ganex V-2207 | 1.00 | Moisture barrier |
B | Dimethicone copolyol | Silwet L-70876* | 0.20 | Lubricant |
B | Silica | Aerosil R97211 | 0.50 | Thixotrope |
B | Tocopheryl acetate | Vitamin E acetate8 | 0.10 | Vitamin |
C | Deionized water | Water | Q.S. | Solvent, carrier |
C | Disodium EDTA | Disodium EDTA | 0.05 | Chelator |
C | Butylene glycol | Butylene glycol* | 2.00 | Humectant, solvent |
C | Phenoxyethanol() methylparaben() ethylparaben() propylparaben() butylparaben | Phenonip2 | 0.60 | Preservative |
C | Glycerin | Glycerin* | 4.00 | Humectant |
D | Acrylates/C10-30 alkyl acrylates crosspolymer | Pemulen TR-19 | 0.25 | Emulsifier |
D | Carbomer | Carbopol Ultrez | 0.20 | Thickener, stabilizer |
D | Hydroxypropyl methocellulose | Primaflo MP3295A10 | 0.20 | Film former |
D | Polysorbate 80 | Tween 805 | 0.40 | Particle size reducer |
D | Panthenol (50%) | DL-Panthenol8 | 0.50 | Moisturizer, soothant |
E | Triethanolamine (99%) | Triethanolamine* | Q.S. to pH 5.5 | Neutralizer |
EXAMPLE 3 | ||||
Oil-in-water emulsion (mousse when in pressurized can with propellant) | ||||
PHASE | CHEMICAL NAME | TRADE NAME | % W/W | FUNCTION |
A | Octyl methoxycinnamate | Escalol 5577 | 7.50 | UVB sunscreen |
A | Octyl salicylate | Dermoblock OS4 | 5.00 | UVB sunscreen |
A | Butyloctyl hydroxybenzoate | HallBrite™ BHB1* | 8.00 | Emollient, solvent |
A | Avobenzone | PARSOL 17893 | 3.00 | UVA sunscreen |
B | PVP/Eicosene copolymer | Ganex V-2207 | 0.25 | Moisture barrier |
B | Dimethicone copolyol | Silwet L-70876* | 0.40 | Lubricant |
B | Silica | Aerosil R97211 | 0.50 | Thixotrope |
B | Tocopheryl acetate | Vitamin E acetate8 | 0.10 | Vitamin |
C | Deionized water | Water | Q.S. | Solvent, carrier |
C | Disodium EDTA | Disodium EDTA | 0.05 | Chelator |
C | Butylene glycol | Butylene glycol* | 2.00 | Humectant, solvent |
C | Phenoxyethanol() methylparaben() ethylparaben() propylparaben() butylparaben | Phenonip2 | 0.60 | Preservative |
C | Glycerin | Glycerin* | 4.00 | Humectant |
D | Acrylates/C10-30 alkyl acrylates crosspolymer | Pemulen TR-19 | 0.25 | Emulsifier |
D | Carbomer | Carbopol Ultrez9 | 0.10 | Thickener, stabilizer |
D | Hydroxypropyl methocellulose | Primaflow MP3295A10 | 0.20 | Film former |
D | Polysorbate 80 | Tween 805 | 0.40 | Particle size reducer |
D | Panthenol (50%) | DL-Panthenol8 | 0.50 | Moisturizer, soothant |
D | Triethanolamine (99%) | Triethanolamine* | Q.S. to pH 5.5 | Neutralizer |
Claims (18)
- A sunscreen composition for topical application to human skin for protection against ultraviolet radiation comprising, in a cosmetically acceptable carrier, 1% to 3% by weight of a dibenzoylmethane derivative and at least 1% by weight of a stabilizing compound of claim 1 selected from formula (I), formula (II), or mixtures thereof.
- A composition as claimed in claim 2, wherein the molar ratio of said stabilizing compound having formula (I) and/or formula (II) to said dibenzolymethane derivative is about 0.1:1 to about 3:1.
- A composition as claimed in claim 2, wherein the molar ratio of said stabilizing compound have the formula (I) and/or formula (II) to said dibenzoylmethane derivative is about 0.1:1 to about 0.3:1.
- A composition as claimed in any one of claims 2 to 4, wherein said dibenzoylmethane derivative is selected from the group consisting of 4-(1,1-dimethylethyl)-4'-methoxydibenzoylmethane; 4-isopropyl dibenzoylmethane; and mixtures thereof.
- A composition as claimed in claim 5, wherein the dibenzoylmethane derivative is 4-(1,1-dimethylethyl)-4'-methoxydibenzoylmethane.
- A composition as claimed in any one of claims 2 to 6, wherein the dibenzoylmethane derivative is included in the composition in an amount of about 2% to 3% by weight of the composition.
- A composition as claimed in any one of claims 2 to 7, wherein the stabilizing compound is included in the composition in an amount of about 1% to about 10% by weight of the composition.
- A composition as claimed in any one of claims 2 to 8, wherein the stabilizing compound is selected from the group consisting of 2-butyloctyl benzoate, 2-hexyldecyl benzoate, 2-butyloxtyl hydroxybenzoate, and mixtures thereof.
- A composition as claimed in claim 9, wherein the stabilizing compound comprises a mixture of 2-butyloxtyl benzoate and 2-hyxyldecyl benzoate in a weight ratio of 2-butyloctyl benzoate to 2-hyxyldecyl benzoate in the range of 1:3 to 1:1.
- A composition as claimed in claim 10, wherein the weight ratio is about 2:3.
- A composition as claimed in claim 10 or 11, further including 2-butyloxtyl hydroxybenzoate, in an amount of about 1% to about 10% by weight of the composition.
- A composition as claimed in any one of claims 1 to 7, comprising a mixture of a compound of formula (I) and a compound of formula (II) in a weight ratio of (I):(II) in the range of 1:3 to 3:1 whereinm = 5, 7, 9 or mixturesand n = 4, 6, 8 or mixtures; andm = 5, 7 or mixturesand n = 4, 6 or mixtures.
- A composition as claimed in claim 13, wherein the weight ratio is about 2:3.
- A method of filtering out ultraviolet radiation from human skin composition topically applying to said skin a composition as claimed in any one of claims 2 to 14.
- A method as claimed in claim 15, wherein the stabilizing compound comprises a mixture, in a total amount of about 1% to about 10% by weight of the composition, of 2-butyloctyl benzoate and 2-hexyldecyl benzoate in a weight ratio of 2-butyloctyl benzoate to 2-hexyldecyl benzoate in the range of 1:3 to 1:1.
- A method as claimed in claim 16, wherein the weight ratio is about 2:3.
- A method as claimed in claim 17, further including 2-butyloctyl hydroxybenzoate, in an amount of about 1% to about 10% by weight of the composition.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/752,585 US5783173A (en) | 1996-11-21 | 1996-11-21 | Stable sunscreen composition containing dibenzoylmethane derivative, E. G., PARSOL 1789, and C12, C16, C18, branched chain hydroxybenzoate and/or C12, C16, branched chain benzoate stabilizers/solubilizers |
US752585 | 1996-11-21 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0848944A2 true EP0848944A2 (en) | 1998-06-24 |
EP0848944A3 EP0848944A3 (en) | 1999-06-30 |
EP0848944B1 EP0848944B1 (en) | 2005-11-02 |
Family
ID=25026921
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97309289A Expired - Lifetime EP0848944B1 (en) | 1996-11-21 | 1997-11-19 | Sunscreen composition comprising long, branched chain alkyl benzoates or hydroxybenzoates |
Country Status (4)
Country | Link |
---|---|
US (3) | US5783173A (en) |
EP (1) | EP0848944B1 (en) |
AU (1) | AU728369B2 (en) |
DE (1) | DE69734499T2 (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0930063A2 (en) * | 1997-12-04 | 1999-07-21 | The C.P. Hall Company | Skin care and sunscreen composition |
WO2001073112A1 (en) * | 2000-03-29 | 2001-10-04 | Council Of Scientific And Industrial Research | Method for identifying uv-filter compounds |
EP1217985A1 (en) * | 1999-08-16 | 2002-07-03 | Playtex Products, Inc. | Sunscreen lotion or spray composition |
EP1254649A1 (en) * | 2001-05-04 | 2002-11-06 | L'oreal | Cosmetic compositions comprising an ester and a sunscreen |
US7014842B2 (en) | 2003-05-29 | 2006-03-21 | Playtex Products, Inc. | Sunscreen composition |
US7108860B2 (en) | 2002-06-06 | 2006-09-19 | Playtex Products, Inc. | Sunscreen compositions |
EP3185843B1 (en) | 2014-08-28 | 2021-08-11 | L'Oréal | Gel composition and gel comprising a uv filter |
Families Citing this family (50)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6113931A (en) * | 1999-03-25 | 2000-09-05 | The C.P. Hall Company | Clear formulations containing diesters or polyesters of naphthalene dicarboxylic acid |
US6180091B1 (en) | 1999-03-25 | 2001-01-30 | The C. P. Hall Company | Compositions containing diesters or polyesters of naphthalene dicarboxylic acid and methods for imparting hair gloss and to provide hair color and hair dye stabilization |
US5993789A (en) * | 1999-03-25 | 1999-11-30 | The C.P. Hall Company | Photostable sunscreen compositions containing dibenzoylmethane derivative, E.G., parsol® 1789, and diesters or polyesters of naphthalene dicarboxylic acid photostabilizers and enhancers of the sun protection factor (SPF) |
US6126925A (en) * | 1999-03-25 | 2000-10-03 | The C. P. Hall Company | Photostable sunscreen compositions containing dibenzoylmethane derivative, e.g., PARSOL® 1789, and diesters of naphthalene dicarboxylic acid photostabilizers and enhancers of the sun protection factor (SPF) |
US6630152B2 (en) * | 1999-04-07 | 2003-10-07 | Shen Wei (Usa), Inc. | Aloe vera glove and manufacturing method |
FR2800991A1 (en) * | 1999-11-17 | 2001-05-18 | Bio Sources Ind | Photo-stabilization of butyl-methoxy-dibenzoyl methane, for use in cosmetic compositions for solar protection, involves association with phenyl or preferably benzyl salicylate |
US6635775B1 (en) | 2000-02-04 | 2003-10-21 | Finetex, Inc. | Reduced odor esters and process for producing same |
US6861077B1 (en) | 2000-03-17 | 2005-03-01 | L'oreal S.A. | Use of plant extracts in a cosmetic composition to protect keratinous fibers |
US6210658B1 (en) | 2000-06-12 | 2001-04-03 | The C. P. Hall Corporation | Stable sunscreen composition containing a barium compound, e.g., barium sulfate, a dibenzoylmethane derivative, e.g., butyl methoxydibenzoylmethane (avobenzone), and a methoxycinnamate derivative, e.g., octyl methoxycinnamate |
BR0207731A (en) * | 2001-03-02 | 2004-03-23 | Merck Patent Gmbh | Cosmetic formulation comprising flavonoid derivatives |
US6551605B2 (en) | 2001-04-06 | 2003-04-22 | Haarmann & Reimer | Diesters or polyesters of naphthalene dicarboxylic acid as solubilizer/stabilizer for retinoids |
US6518451B2 (en) | 2001-04-26 | 2003-02-11 | Haarmann & Reimer | Diesters of naphthalene dicarboxylic acid |
US20030165456A1 (en) * | 2001-05-14 | 2003-09-04 | Avon Products | Skin care compositions and methods of improving aesthetic appearance of skin using same |
US6444195B1 (en) | 2001-06-18 | 2002-09-03 | Johnson & Johnson Consumer Companies, Inc. | Sunscreen compositions containing a dibenzoylmethane derivative |
US6830746B2 (en) * | 2001-09-21 | 2004-12-14 | Playtex Products, Inc. | Sunscreen compositions |
JP2003104827A (en) * | 2001-09-28 | 2003-04-09 | Kose Corp | Cosmetic |
US6872766B2 (en) * | 2001-10-03 | 2005-03-29 | Eastman Kodak Company | Ultraviolet light filter element |
JP2005512993A (en) * | 2001-11-08 | 2005-05-12 | ゾル−ゲル テクノロジーズ エルティーディー. | Composition comprising an oil having a specific gravity greater than that of water |
US6555095B1 (en) * | 2001-12-14 | 2003-04-29 | Avon Products, Inc. | Topical compositions and methods of application |
US6517816B1 (en) | 2001-12-26 | 2003-02-11 | Avon Products, Inc. | Sunscreen emulsion composition and method of use |
US20030124083A1 (en) * | 2001-12-28 | 2003-07-03 | Woodridge Labs, Inc. | Non-soap based shaving and moisturizing composition |
FR2834453B1 (en) * | 2002-01-08 | 2006-01-06 | Oreal | COMPOSITION FOR MAKE-UP OR CARE OF KERATIN MATERIALS COMPRISING A NON-VOLATILE HYDROCARBON OIL, A PARTICULAR PHASE AND A PARTICULAR DISPERSING AGENT |
US20030161806A1 (en) * | 2002-01-08 | 2003-08-28 | Pascal Arnaud | Care or makeup composition, comprising a non-volatile silicone compound, a non-silicone fat-soluble polymer and a specific dispersant |
FR2834452B1 (en) * | 2002-01-08 | 2006-01-27 | Oreal | MAKEUP OR CARE COMPOSITION OF KERATIN COMPRENAN MATERIALS NON-VOLATILE SILICONE COMPOUND, NON-SILICONE LIPOSOLUBLE POLYMER AND PARTICULAR DISPERSING AGENT |
US20030180338A1 (en) * | 2002-01-08 | 2003-09-25 | Pascal Arnaud | Care or makeup composition, comprising a non-volatile hydrocarbon oil, a particulate phase and a specific dispersant |
US6770270B2 (en) * | 2002-03-05 | 2004-08-03 | The C.P. Hall Company | Methods of making and selling a sunscreen composition |
US20040028642A1 (en) * | 2002-04-26 | 2004-02-12 | Isabelle Hansenne | Cosmetic composition comprising an extract of emblica officinalis and methods of using same |
KR100974005B1 (en) * | 2002-05-09 | 2010-08-05 | 가부시키가이샤 시세이도 | External preparations for skin |
US7166739B2 (en) * | 2003-07-14 | 2007-01-23 | Finetex, Inc. | Esters of monomethyl branched alcohols and process for preparing and using same in cosmetics and personal care products |
WO2005069822A2 (en) * | 2004-01-14 | 2005-08-04 | Finetex, Inc. | Phenylethyl benzoate for use in cosmetics, toiletries and personal care products |
DE102004018510A1 (en) * | 2004-04-14 | 2005-11-03 | Goldschmidt Gmbh | Improved solubilizers / solvents for organic UV filters |
FR2871686B1 (en) | 2004-06-17 | 2008-02-29 | Lcw Les Colorants Wackherr Sa | ANTI-DECOLORATION COMPOSITION |
MX2007016543A (en) * | 2005-06-20 | 2008-02-21 | Playtex Products Inc | Non-irritating compositions. |
US7101659B1 (en) | 2005-07-01 | 2006-09-05 | Eastman Kodak Company | Color photographic element with UV absorber |
EP1764081A1 (en) | 2005-08-29 | 2007-03-21 | Johnson & Johnson Consumer France SAS | Sunscreen composition comprising a dibenzoylmethane, an aminohydroxybenzophenone, a triazine and a triazole as UV filters |
EP1905483A1 (en) * | 2006-09-27 | 2008-04-02 | Cognis IP Management GmbH | Alkyl benzoate mixtures |
US20090035234A1 (en) * | 2007-07-31 | 2009-02-05 | Kimberly-Clark Worldwide, Inc. | Continuous spray sunscreen compositions |
US7964245B2 (en) * | 2008-06-27 | 2011-06-21 | Hallstar Innovations Corp. | UV-absorbing and photostabilizing polymers |
US8003132B2 (en) * | 2008-06-30 | 2011-08-23 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising an ultraviolet radiation-absorbing polymer |
EP2140859A1 (en) | 2008-06-30 | 2010-01-06 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising an ultraviolet radiation-absorbing polymer |
US8475774B2 (en) * | 2010-02-08 | 2013-07-02 | Johnson & Johnson Consumer Companies, Inc. | Sunscreen compositions comprising an ultraviolet radiation-absorbing polymer |
KR101417721B1 (en) * | 2011-06-08 | 2014-07-09 | 마리 케이 인코포레이티드 | Sunscreen formulations |
ITMI20130763A1 (en) * | 2013-05-09 | 2014-11-10 | Altergon Sa | MONODOSE AND MULTIDOSE TOPIC PREPARATIONS FOR THE TREATMENT OF INFLAMMATORY STATES OF MUCOSE AND SKIN |
MX359195B (en) * | 2013-07-04 | 2018-09-19 | Oreal | Cosmetic composition comprising a pasty fatty substance and a non-ionic derivative of cellulose which is hydrophobically modified. |
KR20160041924A (en) * | 2013-08-13 | 2016-04-18 | 다우 코닝 코포레이션 | Method of forming an antifoam granule |
PL3122321T3 (en) | 2014-03-27 | 2021-07-12 | Kancor Ingredients Ltd | Photostable sunscreen composition for topical application |
BR102015031992A2 (en) | 2015-12-18 | 2017-06-27 | Glycerosolution Química Ltda | ESTERS OF ACETATES, ITS COMPOSITION, PREPARATION METHODS AND ITS MAIN USES IN THE COSMETIC AREA |
WO2021163301A1 (en) * | 2020-02-11 | 2021-08-19 | HallStar Beauty and Personal Care Innovations Company | Natural c12-15 alkyl benzoates |
WO2021173482A1 (en) * | 2020-02-24 | 2021-09-02 | Ethox Chemicals, Llc | Improved alkyl benzoate solubilized organic sunscreen filters |
CA3216682A1 (en) | 2022-10-15 | 2024-04-15 | LCS Advanced Solutions, LLC | Structurally diverse, stable, and radiation-protective particle matrix sunscreen and cosmetic compositions and related methods |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4293544A (en) * | 1979-03-07 | 1981-10-06 | Finetex Incorporated | Fluid and semi-fluid compositions including benzoate esters |
US4323694A (en) * | 1981-04-13 | 1982-04-06 | Finetex, Inc. | Benzoic acid esters |
US4791097A (en) * | 1987-03-09 | 1988-12-13 | Finetex, Inc. | Benzoic acid esters and their use |
EP0685222A1 (en) * | 1994-06-03 | 1995-12-06 | L'oreal | Cosmetic sunscreening compositions and uses |
US5567418A (en) * | 1991-08-07 | 1996-10-22 | L'oreal | Process for stabilizing 4-(1,1-dimethylethy)-4'methoxydibenzoyl-methane against UV radiation |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2544180C2 (en) * | 1975-10-03 | 1984-02-23 | Merck Patent Gmbh, 6100 Darmstadt | Light protection preparations for cosmetic purposes |
NL190101C (en) * | 1978-11-13 | 1993-11-01 | Givaudan & Cie Sa | DIBENZOYL METHANE COMPOUND AND ANTI-LIGHT PROTECTIVE PREPARATION. |
DE3302123A1 (en) * | 1983-01-22 | 1984-07-26 | Haarmann & Reimer Gmbh | NEW DIBENZOLE METHANE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
US5624663A (en) * | 1987-08-28 | 1997-04-29 | L'oreal | Photostable cosmetic filter composition cotaining a UV-A filter and a substituted dialkylbenzalmalonate, the use of substituted dialkylbenzalmalonates in cosmetics as broad-band solar filters and novel substituted dialkyl malonates |
JP2582392B2 (en) * | 1988-01-18 | 1997-02-19 | 花王株式会社 | Polyamide resin composition |
US5116604A (en) * | 1991-01-16 | 1992-05-26 | Bernel Chemical Co. | Sunscreen compositions containing novel neopentanoate esters |
JP3331673B2 (en) * | 1993-04-23 | 2002-10-07 | 新日本理化株式会社 | Cyclic polyolefin resin composition |
-
1996
- 1996-11-21 US US08/752,585 patent/US5783173A/en not_active Expired - Lifetime
-
1997
- 1997-11-12 US US08/967,121 patent/US5788954A/en not_active Expired - Lifetime
- 1997-11-19 EP EP97309289A patent/EP0848944B1/en not_active Expired - Lifetime
- 1997-11-19 DE DE69734499T patent/DE69734499T2/en not_active Expired - Lifetime
- 1997-11-20 AU AU45324/97A patent/AU728369B2/en not_active Ceased
-
2000
- 2000-03-10 US US09/523,336 patent/US6350894B1/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4293544A (en) * | 1979-03-07 | 1981-10-06 | Finetex Incorporated | Fluid and semi-fluid compositions including benzoate esters |
US4323694A (en) * | 1981-04-13 | 1982-04-06 | Finetex, Inc. | Benzoic acid esters |
US4791097A (en) * | 1987-03-09 | 1988-12-13 | Finetex, Inc. | Benzoic acid esters and their use |
US5567418A (en) * | 1991-08-07 | 1996-10-22 | L'oreal | Process for stabilizing 4-(1,1-dimethylethy)-4'methoxydibenzoyl-methane against UV radiation |
EP0685222A1 (en) * | 1994-06-03 | 1995-12-06 | L'oreal | Cosmetic sunscreening compositions and uses |
Non-Patent Citations (2)
Title |
---|
DATABASE WPI Week 8935 Derwent Publications Ltd., London, GB; AN 89-253429 XP002101767 & JP 01 185362 A (KAO CORP.), 24 July 1989 * |
DATABASE WPI Week 9503 Derwent Publications Ltd., London, GB; AN 95-019405 XP002101768 & JP 06 306252 A (NEW JAPAN CHEM. CO. LTD.), 1 November 1994 * |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0930063A2 (en) * | 1997-12-04 | 1999-07-21 | The C.P. Hall Company | Skin care and sunscreen composition |
EP0930063A3 (en) * | 1997-12-04 | 2000-09-27 | The C.P. Hall Company | Skin care and sunscreen composition |
EP1217985A1 (en) * | 1999-08-16 | 2002-07-03 | Playtex Products, Inc. | Sunscreen lotion or spray composition |
EP1217985A4 (en) * | 1999-08-16 | 2003-07-30 | Playtex Products Inc | Sunscreen lotion or spray composition |
WO2001073112A1 (en) * | 2000-03-29 | 2001-10-04 | Council Of Scientific And Industrial Research | Method for identifying uv-filter compounds |
EP1254649A1 (en) * | 2001-05-04 | 2002-11-06 | L'oreal | Cosmetic compositions comprising an ester and a sunscreen |
FR2824266A1 (en) * | 2001-05-04 | 2002-11-08 | Oreal | COSMETIC COMPOSITION FOR CARE OR MAKE-UP FOR KERATINIC MATERIALS, INCLUDING AN ESTER WITH AROMATIC GROUPING AND A PHOTOPROTECTOR AND USES |
US6869597B2 (en) | 2001-05-04 | 2005-03-22 | L'oreal S.A. | Cosmetic care or makeup composition for a keratin material comprising at least one photoprotective agent and at least one ester comprising an aromatic group |
US7108860B2 (en) | 2002-06-06 | 2006-09-19 | Playtex Products, Inc. | Sunscreen compositions |
GB2407268B (en) * | 2002-06-06 | 2006-11-22 | Sun Pharmaceuticals Corp | Sunscreen compositions |
US7014842B2 (en) | 2003-05-29 | 2006-03-21 | Playtex Products, Inc. | Sunscreen composition |
EP3185843B1 (en) | 2014-08-28 | 2021-08-11 | L'Oréal | Gel composition and gel comprising a uv filter |
Also Published As
Publication number | Publication date |
---|---|
DE69734499D1 (en) | 2005-12-08 |
EP0848944A3 (en) | 1999-06-30 |
US6350894B1 (en) | 2002-02-26 |
EP0848944B1 (en) | 2005-11-02 |
DE69734499T2 (en) | 2006-08-03 |
AU4532497A (en) | 1998-05-28 |
US5783173A (en) | 1998-07-21 |
AU728369B2 (en) | 2001-01-11 |
US5788954A (en) | 1998-08-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0848944B1 (en) | Sunscreen composition comprising long, branched chain alkyl benzoates or hydroxybenzoates | |
US5849273A (en) | Skin care and sunscreen composition containing dibenzoylmethane derivative, e.g., parsol® 1789, and C12, C16, C18 branched chain hydroxybenzoate and/or C12, C16 branched chain benzoate stabilizers/solubilizers | |
US6514485B1 (en) | Combinations of sunscreens | |
JPH11100318A (en) | Light-screening composition for cosmetic use | |
US5759525A (en) | Concentrated solutions of a 1,3,5-triazine derivative sunscreen and their use for the preparation of cosmetic compositions | |
JPH0710750A (en) | Compound for cosmetics or skin science containing delta- aminolive phosphoric acid | |
EP0850935A2 (en) | Concentrated solutions of a 1,3,5-triazine derivative sunscreen and their use for the preparation of cosmetic compositions | |
EP0843996A2 (en) | Sun protecting cosmetic compositions comprising derivatives of dibenzoylmethane and of benzophenone | |
EP0586961B1 (en) | Cosmetic and dermatologic formulations containing an effective amount of cis urocanic acid | |
JPH11292748A (en) | Anti-suntan cosmetic composition containing derivative of dibenzoylmethane, benzophenone and triazine | |
EP0860164B1 (en) | Cosmetic and dermatological composition for sun protection containing triazine derivates and butylenglycol diesters | |
EP0786246B1 (en) | Cosmetic and dermatological sunscreen formulations containing triazine derivatives and polyglyceryl-2-polyhydroxystearate | |
DE10032165A1 (en) | Use of physiologically tolerable sulfinic acids as antioxidant or free radical scavenger in cosmetic or dermatological preparations | |
DE19715842B4 (en) | Cosmetic and dermatological sunscreen formulations containing triazine derivatives and surfactants and their use | |
DE19739349A1 (en) | Use of troxerutin as antioxidant and/or radical scavenger | |
DE19713776A1 (en) | Light protection preparations with a content of basic amino acids and water-soluble UV filter substances | |
DE4405585A1 (en) | Use of trans-urocanic acid as antioxidant and for the prophylaxis and treatment of aging skin | |
EP0803244B1 (en) | Use of mono- and diesters of branched alkanecarboxylic acids and diglycerine or triglycerine for the solubilsation of triazine derivatives in cosmetic and dermatological photoprotective compositions | |
EP0801944A2 (en) | Cosmetic and dermatological photoprotective compositions containing a triazine derivative and glycerin esters of alpha-hydroxycarboxylic acids and saturated fatty acids | |
EP0824912A2 (en) | Cosmetic and dermatological photoprotective compositions containing a triazine derivative and monoesters of glycerol and mono- or dicarboxylic acids | |
DE19845324A1 (en) | Use of nitrilotriacetic acid for stabilizing flavone, flavanone and/or flavonoid useful in cosmetic and dermatological formulations | |
DE19651055B4 (en) | Cosmetic and dermatological sunscreen formulations containing triazine derivatives and dimethyl isosorbide and their use | |
EP0845260A2 (en) | Sun protecting cosmetic compositions comprising derivatives of dibenzoylmethane, of diphenylcyanoacrylic acid and of triazine | |
EP0801943A2 (en) | Cosmetic and dermatological photoprotective compositions containing a triazine derivative and alkyl and/or dialkylesters of alpha, omega-alkanedicarboxylic acid | |
DE19651056B4 (en) | Cosmetic and dermatological sunscreen formulations containing triazine derivatives and glycerol esters of wool wax acids and their use |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): CH DE FR GB LI |
|
AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
RIC1 | Information provided on ipc code assigned before grant |
Free format text: 6A 61K 7/42 A, 6A 61K 7/48 B, 6C 07C 69/78 B, 6C 07C 69/88 B |
|
AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
17P | Request for examination filed |
Effective date: 19991201 |
|
AKX | Designation fees paid |
Free format text: CH DE FR GB LI |
|
17Q | First examination report despatched |
Effective date: 20011207 |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: CPH INNOVATIONS CORPORATION |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: CPH INNOVATIONS CORP. |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): CH DE FR GB LI |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REF | Corresponds to: |
Ref document number: 69734499 Country of ref document: DE Date of ref document: 20051208 Kind code of ref document: P |
|
ET | Fr: translation filed | ||
REG | Reference to a national code |
Ref country code: CH Ref legal event code: NV Representative=s name: ISLER & PEDRAZZINI AG |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed |
Effective date: 20060803 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PCAR Free format text: ISLER & PEDRAZZINI AG;POSTFACH 1772;8027 ZUERICH (CH) |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20101117 Year of fee payment: 14 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20101117 Year of fee payment: 14 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 20111114 Year of fee payment: 15 Ref country code: FR Payment date: 20111118 Year of fee payment: 15 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20121119 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20121130 Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20121130 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST Effective date: 20130731 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R119 Ref document number: 69734499 Country of ref document: DE Effective date: 20130601 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20130601 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20121119 Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20121130 |